One-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions:Atom-economic synthesis of selenocarbamates and allyl sulfones |
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| Authors: | Jing-Jing Ai Jian Li Shun-Jun Ji Shun-Yi Wang |
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| Institution: | Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123, China |
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| Abstract: | In many reactions involving selenosulfonate or thiosulfonate,the sutfone group often leaves in form of benzenesutfinic acid or sodium benzenesulfinate.A one-pot two-step reaction of selenosulfonate with isocyanides and allyl alcohol under aqueous conditions to afford selenocarbamates and allyl sulfone compounds is reported.The sulfinic acid as the first-step side product is converted to the allyl sulfone compound by water promoted reaction with allyl alcohol.Water acts as both an oxygen source of selenocarbamates and as a promoter to drive the second step reactio n.The reactions have the advantages of mild conditions,green,environment-friendly,and high atomic economy. |
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| Keywords: | Aqueous conditions One-pot two-step process Benzenesulfinic acid Selenocarbamate Allyl sulfone compound |
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